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$94+ Cheap flights from Connecticut to Winnipeg (YWG)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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Cheap flight deals from Connecticut to Winnipeg

Keep the following information in mind while searching for Connecticut to Winnipeg flight deals. Data was last updated April 2, 2025.

Round-trip from

$239
(Kiwi.com)

One-way from

$94
(Trip.com)
From Connecticut to Winnipeg
Search Deals
One-way flight from Connecticut to Winnipeg
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Find flight deals from Connecticut to Winnipeg

Cheapest flights from Connecticut to Winnipeg
Explore the most affordable flight options available from Connecticut to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/710:00 pmEWR - YWG
1 stop19h 28mMultiple Airlines
Wed 5/149:00 amYWG - EWR
1 stop11h 06mMultiple Airlines
Deal found 4/1$239
This Mytrip deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/226:00 amLGA - YWG
2 stops34h 08mMultiple Airlines
Mon 4/2811:35 amYWG - LGA
2 stops30h 25mMultiple Airlines
Deal found 4/1$277
This Mytrip deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/110:45 amJFK - YWG
1 stop6h 40mFlair Airlines
Wed 5/79:40 amYWG - JFK
1 stop23h 20mFlair Airlines
Deal found 4/1$292
This Mytrip deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2510:45 amJFK - YWG
1 stop23h 10mMultiple Airlines
Tue 6/36:30 amYWG - JFK
1 stop7h 30mMultiple Airlines
Deal found 4/1$319
This Booking.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/276:15 amLGA - YWG
1 stop6h 29mPorter Airlines
Thu 10/3012:35 pmYWG - LGA
1 stop7h 30mPorter Airlines
Deal found 4/1$347
This Air Canada deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/269:00 amJFK - YWG
1 stop7h 04mAir Canada
Thu 9/111:40 pmYWG - JFK
1 stop8h 07mAir Canada
Deal found 4/1$373
This Air Canada deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/3011:45 amLGA - YWG
1 stop7h 18mAir Canada
Sat 7/57:40 amYWG - LGA
1 stop7h 13mAir Canada
Deal found 4/1$379
This United deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/38:25 amLGA - YWG
1 stop15h 08mUnited Airlines
Mon 7/75:00 amYWG - LGA
1 stop7h 29mUnited Airlines
Deal found 3/31$392
This Justfly.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/175:30 pmJFK - YWG
1 stop16h 31mWestJet
Mon 7/219:05 pmYWG - JFK
1 stop18h 29mWestJet
Deal found 4/1$393
This FlightHub deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/71:15 pmEWR - YWG
2 stops24h 10mPorter Airlines
Wed 5/1411:25 amYWG - EWR
1 stop5h 15mPorter Airlines
Deal found 4/1$452
This United deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/78:00 pmEWR - YWG
2 stops20h 31mUnited Airlines
Wed 5/142:20 pmYWG - EWR
2 stops16h 02mUnited Airlines
Deal found 3/31$472
This Air Canada deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/711:00 amEWR - YWG
1 stop5h 37mAir Canada
Wed 5/1411:50 amYWG - EWR
1 stop7h 09mAir Canada
Deal found 4/1$489

Cheapflights Fare Finder

Customize your flight search to find flights from Connecticut to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 2, 2025.
Use the filters below to find and compare flights from Connecticut to Winnipeg that are best for you.

Fly from

Connecticut

Fly to

Winnipeg

Route

Depart

Return

Price

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Wed 5/7

10:00 pm-4:28 pm

1 stop19h 28m

Winnipeg

Wed 5/14

9:00 am-9:06 pm

1 stop11h 06m

$239

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Tue 4/22

6:00 am-3:08 pm

2 stops34h 08m

Winnipeg

Mon 4/28

11:35 am-7:00 pm

2 stops30h 25m

$277

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Thu 5/1

10:45 am-4:25 pm

1 stop6h 40m

Winnipeg

Wed 5/7

9:40 am-10:00 am

1 stop23h 20m

$292

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sun 5/25

10:45 am-8:55 am

1 stop23h 10m

Winnipeg

Tue 6/3

6:30 am-3:00 pm

1 stop7h 30m

$319

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Fri 6/27

6:15 am-10:50 am

1 stop5h 35m

Winnipeg

Sat 7/5

6:10 am-4:30 pm

1 stop9h 20m

$362

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Tue 8/26

9:00 am-3:04 pm

1 stop7h 04m

Winnipeg

Thu 9/11

1:40 pm-10:47 pm

1 stop8h 07m

$373

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Mon 6/30

11:45 am-6:03 pm

1 stop7h 18m

Winnipeg

Sat 7/5

7:40 am-3:53 pm

1 stop7h 13m

$379

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 7/3

8:25 am-10:33 pm

1 stop15h 08m

Winnipeg

Mon 7/7

5:00 am-1:29 pm

1 stop7h 29m

$392

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Thu 7/17

5:30 pm-9:01 am

1 stop16h 31m

Winnipeg

Mon 7/21

9:05 pm-4:34 pm

1 stop18h 29m

$393

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Wed 5/7

1:15 pm-12:25 pm

2 stops24h 10m

Winnipeg

Wed 5/14

11:25 am-5:40 pm

1 stop5h 15m

$452

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 32 results
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Best time to book a flight from Connecticut to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Connecticut with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Connecticut to Winnipeg

Rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

Temperature in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated April 2, 2025.
To help decide which airline to fly from Connecticut to Winnipeg, see what other customers have to say about Delta, Porter Airlines and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,898 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,898 reviews
Delta
8.0
Very good
7,898 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Porter Airlines
7.9
Good
278 reviews
Delta
8.0
Very good
7,898 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
United Airlines
7.4
Good
8,616 reviews
Delta
8.0
Very good
7,898 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
WestJet
7.2
Good
2,789 reviews
Delta
8.0
Very good
7,898 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Air Canada
7.0
Good
9,022 reviews
Delta
8.0
Very good
7,898 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Winnipeg from Connecticut?

    If you book a flight to Winnipeg from Connecticut, you will be flying to Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 4.6 mi from the center of Winnipeg.

  • What are the cheapest airlines to fly from Connecticut to Winnipeg one-way?

    One-way options have recently been found by users for as low as $160 on Air Canada. Other airlines that offer cheap prices include Porter Airlines from $166 and United Airlines from $174 one-way.

  • What are the most popular routes from Connecticut to Winnipeg?

    While some choose either Newark - Winnipeg or New York LaGuardia - Winnipeg, New York John F Kennedy Intl - Winnipeg is the most popular route from Connecticut to Winnipeg.

  • Can I find deals for flights from Connecticut to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Connecticut to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Winnipeg.

  • Can I find deals for business class flights from Connecticut to Winnipeg?

    Yes. Cheapflights offers flight deals from Connecticut to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Connecticut to Winnipeg?

    Currently, August is the cheapest month in which you can book a flight from Connecticut to Winnipeg (average of $358). Flying from Connecticut to Winnipeg in April is currently the most expensive (average of $506). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Connecticut to Winnipeg

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Top airline flying from Connecticut to Winnipeg

Discover the top airline that operate flights from Connecticut to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$620Average$867FlexibilityNo cancel feeOn-timeN/A

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